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Check prices for these dates

Compare 14 Guest Houses in Osteen with updated reviews, rates, and availability.

Sea Dip Resort Studios

3.0 star property
6.0 out of 10, (38)
"It was very easy instructions to get in and everything was great. Will definitely stay again location was great. Thank you so much we had a great time. "
The price is SAR 264
SAR 556 total
includes taxes & fees
21 Apr - 22 Apr
Sea Dip Resort Studios

Cabin On The Lake

3.0 star property
9.8 out of 10, Exceptional, (94)
"Beds were extremely comfortable, room was very clean, staff was very friendly."
The price is SAR 540
SAR 608 total
includes taxes & fees
21 Apr - 22 Apr
Cabin On The Lake

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (151)
"What a beautiful, serene, magical place this is! The owners are so friendly and helpful and full of so much knowledge about the area. We loved our stay and wanted to stay longer!! "
The price is SAR 597
SAR 671 total
includes taxes & fees
21 Apr - 22 Apr
The Ann Stevens House

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (67)
"Gina's gusthouse is lovely and comfortable. We felt at home all weekend. Communication was good. We will be back next time we visit our daughter. "
SPRING LAKE GETAWAY SUITE (Detached Guest House)

Captain’s Quarters Along the Sea Private waterfront Suite

10.0 out of 10, Exceptional, (77)
"Nestled right on a canal along the Intracoastal, the location is simply unbeatable—peaceful, scenic, and full of life. We were treated to manatees gliding through the canal every few minutes (yes, really!), which was an unforgettable experience in itself.The home is vibrantly colored and beautifully decorated, with a cheerful, welcoming vibe that instantly puts you in vacation mode. Joann has thought of absolutely everything when it comes to stocking the house—you won’t find yourself missing a...
The price is SAR 394
SAR 729 total
includes taxes & fees
29 Apr - 30 Apr
Captain’s Quarters Along the Sea Private waterfront Suite

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway

Peaceful Beachside Retreat

10.0 out of 10, Exceptional, (39)
"Mike and Candi were gracious and very attentive to all our needs. We walked and biked to beach, parks, restaurants and pickleball courts and shopping areas. Hot tub and balcony were great. Kitchenette is very small, but we grilled a lot. Main bedroom is separated by a curtain, and second bedroom has sliding glass door."
Peaceful Beachside Retreat

Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!

9.8 out of 10, Exceptional, (12)
"Cozy and private. A great location and a very nice experience "
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!

Cozy Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (20)
"I needed a convenient place to stay while visiting family in Longwood, and this rental was perfect. Tucked away from the main road in a quiet neighborhood, the house was easy to find and check-in was effortless. The efficient space was well-appointed with all I needed for a cozy spot to sleep, have breakfast, and wash a small load of laundry before setting out to spend my day with family. I will be back."
Cozy Tiny Cottage Farm House!

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (79)
"The house was clean and pretty and perfect!! It’s all updated. Beds were super comfy and warm (it was cold the weekend we stayed). We did have an issue with a couple of minor things but Mike came over instantly and fixed them immediately. He was very attentive and very friendly and I enjoyed talking with him! We stayed for a soccer tournament and it was super close to Seminole Soccer Complex. I would absolutely stay there again! "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (24)
"Samson and Sunny clearly put in the effort to make sure I felt welcome during my stay. The check in and check out processes were very simple (not always the case with properties!) which I really appreciated. "
Adorable 1bed 1 bath guest house

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"The unit was nice though the AC was not operating properly. The Hosts were very understanding and immediately offer/processed refund and assisted in instructing us on method of cancelation to get full refund from VRBO. VRBO was also extremely prompt in processing a our full refund. This was a first for us using VRBO and was very skeptical but after this experience I will not have any reservation about using VRBO again as well as booking through this host. The AC issues were out of the hosts...
City Guesthouse in beautiful Historic Downtown Sanford

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando

Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.

2.0 star property
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.

NEW YEAR AT THE BEACH!

NEW YEAR AT THE BEACH!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osteen

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (53)
"Very helpful friendly staff Great bargain for the space"
The price is SAR 709
SAR 798 total
includes taxes & fees
19 May - 20 May
Silver Beach Club

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (218)
"Beautiful location!"
New Smyrna Waves by Exploria Resorts

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (93)
"I love how this motel is right on the ocean and has a pool. The rooms are clean and have a stove, refrigerator, sink, and dishwasher. This was the second gone k stayed here and I love it! "
The price is SAR 411
SAR 589 total
includes taxes & fees
22 Apr - 23 Apr
Fantasy Island Resort, Daytona Beach Shores
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.